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Mass spectra of aryl substituted N‐t‐ butylbenzamides: Substituent effects on unimolecular ion decomposition
Author(s) -
Tsai S.C.,
Rubottom G. M.
Publication year - 1974
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210090609
Subject(s) - substituent , chemistry , aryl , mass spectrum , electron ionization , polar effect , ring (chemistry) , electron transfer , molecule , ion , photochemistry , hydrogen , polyatomic ion , decomposition , ionization , computational chemistry , medicinal chemistry , organic chemistry , alkyl
The major reactions of aryl substituted N ‐ t ‐butylbenzamides upon electron‐impact involve direct cleavage of a methyl radical, the loss of a butene molecule with the transfer of one hydrogen, or the loss of a butenyl radical with the transfer of two hydrogens. The last of these processes parallels the mass spectral behavior of aliphatic amides. Substituent effects indicate that electron‐withdrawing groups on the aromatic ring enhance the two hydrogen transfer process, while electron‐donating groups enhance the single hydrogen transfer process. Ion abundances, ionization potentials and appearance potentials are discussed with respect to correlation with σ + values.